856426-83-0

Upstream product

• 856427-04-8 tert-Butyl-dimethyl-((2S,3R)-2-vinyl-tetrahydro-pyran-3-yloxy)-silane 
• 856426-86-3 (S)-3-[(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-butyric acid methyl ester 
• 856426-88-5 (S)-3-[(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-butan-1-ol 
• 856426-85-2 (E)-3-[(2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-yl]-acrylic acid methyl ester 
• 944823-58-9 [(2S,3R)-2-((S)-3-Benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane 
• 121422-51-3 (2S,3R)-3-hydroxy-2-vinyloxane 

Downstream Products

• 856426-93-2 (2R,3S,4aR,8aS)-2-{3-[(2S,3R)-2-((S)-3-Benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yloxy]-3-phenylsulfanyl-propyl}-3-methyl-octahydro-pyrano[3,2-b]pyran-3-ol 
• 856426-92-1 Acetic acid 1-[(2S,3R)-2-((S)-3-benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yloxy]-3-[(2R,3S,4aR,8aS)-3-(tert-butyl-dimethyl-silanyloxy)-3-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-propyl ester 
• 856426-94-3 (E)-3-((2R,3S,4aR,8aS)-2-{3-[(2S,3R)-2-((S)-3-Benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yloxy]-3-phenylsulfanyl-propyl}-3-methyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-acrylic acid methyl ester 
• 856427-09-3 ((2R,3S,4aR,8aS)-2-{3-[(2S,3R)-2-((S)-3-Benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yloxy]-3-phenylsulfanyl-propyl}-3-methyl-octahydro-pyrano[3,2-b]pyran-3-yloxy)-tert-butyl-dimethyl-silane 
• 856426-91-0 3-[(2R,3S,4aR,8aS)-3-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-propionic acid (2S,3R)-2-((S)-3-benzyloxy-1-methyl-propyl)-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Convergent synthesis of the BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ethers

A convergent synthesis of the nonacyclic BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ether marine natural products, has been achieved. The present synthesis involved as key features: (i) convergent union of the BCD- and GHIJ-ring fragments through esterification, (ii) construction of the E-ring as a lactone form via reductive acetylation, (iii) stereoselective allylation to establish the C26 stereocenter, and (iv) ring-closing metathesis reaction to form the nine-membered F-ring.

Studies toward the total synthesis of gambieric acids, potent antifungal polycyclic ethers: Convergent synthesis of the CDEFG-Ring system

(Chemical Equation Presented) A convergent synthetic route to the CDEFG-ring system of gambieric acids, potent antifungal polycyclic ether marine natural products, has been developed. The present synthesis features convergent union of the CD- and G-rings